3-Methoxy-2-(5-methoxy-1,4-dioxo-1,4-dihydro-naphthalen-2-yl)-5-methyl-benzaldehyde | 186018-55-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-Methoxy-2-(5-methoxy-1,4-dioxo-1,4-dihydro-naphthalen-2-yl)-5-methyl-benzaldehyde
• 英文别名: 3-Methoxy-2-(5-methoxy-1,4-dioxonaphthalen-2-yl)-5-methylbenzaldehyde
• CAS: 186018-55-3
• 化学式: C₂₀H₁₆O₅
• 分子量: 336.344
• InChiKey: HQXLNELJYMMXOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-Methoxy-2-(5-methoxy-1,4-dioxo-1,4-dihydro-naphthalen-2-yl)-5-methyl-benzaldehyde 在 3-乙基-5-(2-羟乙基)-4-甲基噻唑溴化物 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 21.0h， 以45%的产率得到12-hydroxy-1,10-dimethyl-8-methyldibenzo[c,h]chromen-6-one
  参考文献：
  名称：

  Syntheses of fenanthroviridone, gilvocarcin BE-12406X2, and antibiotic ws 5995b based on the palladium and copper catalyzed coupling of organostannanes with bromoquinones

  摘要：

  A total synthesis of fenanthroviridone, gilvocarcin BE-12406X(2) antibiotic WS 5995B is described based on the palladium and copper catalyzed coupling reaction of sterically hindered aryl stannanes with a 2-bromonaphthoquinone. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0040-4039(96)02056-4
• 作为产物：
  描述：

  2-bromo-5-methoxy-[1,4]naphthoquinone 、 3-Methoxy-5-methyl-2-tributylstannanyl-benzaldehyde 在 四(三苯基膦)钯 、 copper(I) bromide 作用下， 以 四氢呋喃 为溶剂， 以65%的产率得到3-Methoxy-2-(5-methoxy-1,4-dioxo-1,4-dihydro-naphthalen-2-yl)-5-methyl-benzaldehyde
  参考文献：
  名称：

  Syntheses of fenanthroviridone, gilvocarcin BE-12406X2, and antibiotic ws 5995b based on the palladium and copper catalyzed coupling of organostannanes with bromoquinones

  摘要：

  A total synthesis of fenanthroviridone, gilvocarcin BE-12406X(2) antibiotic WS 5995B is described based on the palladium and copper catalyzed coupling reaction of sterically hindered aryl stannanes with a 2-bromonaphthoquinone. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0040-4039(96)02056-4

文献信息

• Syntheses of fenanthroviridone, gilvocarcin BE-12406X2, and antibiotic ws 5995b based on the palladium and copper catalyzed coupling of organostannanes with bromoquinones
  作者：Óscar de Frutos、Antonio M. Echavarren

  DOI：10.1016/s0040-4039(96)02056-4

  日期：1996.12

  A total synthesis of fenanthroviridone, gilvocarcin BE-12406X(2) antibiotic WS 5995B is described based on the palladium and copper catalyzed coupling reaction of sterically hindered aryl stannanes with a 2-bromonaphthoquinone. Copyright (C) 1996 Elsevier Science Ltd
• De Frutos, Oscar; Atienza, Carmen; Echavarren, Antonio M., European Journal of Organic Chemistry, 2001, # 1, p. 163 - 171
  作者：De Frutos, Oscar、Atienza, Carmen、Echavarren, Antonio M.

  DOI：——

  日期：——